2-[(E)-2-(Methylsulfinyl)vinyl]-7,8-dimethoxy-4H-1-benzopyran-4-one

Details

• Internal ID: c317120c-f307-42c5-95b2-546485fc1bda
• Taxonomy: Organoheterocyclic compounds > Benzopyrans > 1-benzopyrans > Chromones
• IUPAC Name: 7,8-dimethoxy-2-[(E)-2-methylsulfinylethenyl]chromen-4-one
• SMILES (Canonical): COC1=C(C2=C(C=C1)C(=O)C=C(O2)C=CS(=O)C)OC
• SMILES (Isomeric): COC1=C(C2=C(C=C1)C(=O)C=C(O2)/C=C/S(=O)C)OC
• InChI: InChI=1S/C14H14O5S/c1-17-12-5-4-10-11(15)8-9(6-7-20(3)16)19-13(10)14(12)18-2/h4-8H,1-3H3/b7-6+
• InChI Key: XAOWXGMTMXDMNH-VOTSOKGWSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₄H₁₄O₅S
• Molecular Weight: 294.32 g/mol
• Exact Mass: 294.05619472 g/mol
• Topological Polar Surface Area (TPSA): 81.00 Ų
• XlogP: 1.00
• Atomic LogP (AlogP): 2.16
• H-Bond Acceptor: 5
• H-Bond Donor: 0
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9914	99.14%
Caco-2	+	0.8926	89.26%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	+	0.7429	74.29%
Subcellular localzation	Lysosomes	0.4016	40.16%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9452	94.52%
OATP1B3 inhibitior	+	0.9698	96.98%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	-	0.5363	53.63%
P-glycoprotein inhibitior	-	0.5000	50.00%
P-glycoprotein substrate	-	0.7073	70.73%
CYP3A4 substrate	+	0.5284	52.84%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8387	83.87%
CYP3A4 inhibition	+	0.6795	67.95%
CYP2C9 inhibition	-	0.7964	79.64%
CYP2C19 inhibition	-	0.6240	62.40%
CYP2D6 inhibition	-	0.9056	90.56%
CYP1A2 inhibition	+	0.8732	87.32%
CYP2C8 inhibition	+	0.5077	50.77%
CYP inhibitory promiscuity	+	0.6058	60.58%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.6800	68.00%
Carcinogenicity (trinary)	Non-required	0.6062	60.62%
Eye corrosion	-	0.9602	96.02%
Eye irritation	-	0.6660	66.60%
Skin irritation	-	0.7997	79.97%
Skin corrosion	-	0.9570	95.70%
Ames mutagenesis	-	0.5500	55.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5057	50.57%
Micronuclear	+	0.8259	82.59%
Hepatotoxicity	+	0.5125	51.25%
skin sensitisation	-	0.8492	84.92%
Respiratory toxicity	-	0.5000	50.00%
Reproductive toxicity	+	0.8222	82.22%
Mitochondrial toxicity	-	0.5750	57.50%
Nephrotoxicity	-	0.7184	71.84%
Acute Oral Toxicity (c)	III	0.4330	43.30%
Estrogen receptor binding	+	0.6931	69.31%
Androgen receptor binding	+	0.7959	79.59%
Thyroid receptor binding	-	0.5695	56.95%
Glucocorticoid receptor binding	+	0.6067	60.67%
Aromatase binding	+	0.7888	78.88%
PPAR gamma	+	0.5559	55.59%
Honey bee toxicity	-	0.8074	80.74%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	-	0.5200	52.00%
Fish aquatic toxicity	+	0.9852	98.52%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.74%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	95.54%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	92.33%	86.33%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	88.22%	96.00%
CHEMBL3192	Q9BY41	Histone deacetylase 8	87.54%	93.99%
CHEMBL1806	P11388	DNA topoisomerase II alpha	87.41%	89.00%
CHEMBL1255126	O15151	Protein Mdm4	86.81%	90.20%
CHEMBL2581	P07339	Cathepsin D	86.52%	98.95%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	85.75%	94.45%
CHEMBL3060	Q9Y345	Glycine transporter 2	85.27%	99.17%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	84.70%	94.00%
CHEMBL2535	P11166	Glucose transporter	83.05%	98.75%
CHEMBL3194	P02766	Transthyretin	81.31%	90.71%
CHEMBL1907	P15144	Aminopeptidase N	80.67%	93.31%

Plants that contains it

• Dirca palustris

Cross-Links

• PubChem: 122182007
• LOTUS: LTS0098803
• wikiData: Q105324038